YYZ - SXM

$179 Find Cheap Flights from Toronto to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Toronto to Simpson Bay departing on 7/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Simpson Bay, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Toronto to Simpson Bay (YYZ-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Toronto to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Toronto to Simpson Bay

Thu, Jul 10 - Thu, Jul 31
WestJet Logo
8:30 am - 1:15 pmYYZ-SXM
4h 45mnonstop
WestJet Logo
2:10 pm - 7:13 pmSXM-YYZ
5h 03mnonstop
$343WestJet
Find Deal
Mon, Aug 25 - Sat, Aug 30
American Airlines Logo
6:00 am - 3:09 pmYYZ-SXM
9h 09m1 stop
American Airlines Logo
4:30 pm - 12:36 pmSXM-YYZ
20h 06m2 stops
$351American Airlines
Find Deal
Tue, Jul 8 - Tue, Jul 29
United Airlines Logo
7:00 am - 12:29 pmYYZ-SXM
29h 29m2 stops
United Airlines Logo
1:35 pm - 10:04 amSXM-YYZ
20h 29m2 stops
$366United Airlines
Find Deal
Tue, Jul 8 - Tue, Jul 29
United Airlines Logo
7:47 pm - 12:29 pmYYZ-SXM
16h 42m1 stop
United Airlines Logo
1:35 pm - 10:23 pmSXM-YYZ
8h 48m1 stop
$396United Airlines
Find Deal
Sat, Nov 22 - Sat, Nov 29
Air Transat Logo
6:30 am - 12:15 pmYYZ-SXM
4h 45mnonstop
Air Transat Logo
1:25 pm - 5:50 pmSXM-YYZ
5h 25mnonstop
$402Air Transat
Find Deal
Sat, Nov 22 - Sat, Nov 29
Air Transat Logo
6:30 am - 12:15 pmYYZ-SXM
4h 45mnonstop
Air Transat Logo
1:25 pm - 5:50 pmSXM-YYZ
5h 25mnonstop
$403Air Transat
Find Deal
Fri, Nov 21 - Sat, Nov 29
Air Canada Logo
12:30 am - 1:55 pmYYZ-SXM
12h 25m2 stops
Air Canada Logo
3:05 pm - 7:35 amSXM-YYZ
17h 30m1 stop
$433Air Canada
Find Deal
Fri, Nov 21 - Sat, Nov 29
Air Canada Logo
12:30 am - 1:55 pmYYZ-SXM
12h 25m2 stops
Air Canada Logo
3:05 pm - 11:45 pmSXM-YYZ
9h 40m1 stop
$434Air Canada
Find Deal
Sun, Sep 28 - Fri, Oct 3
Delta Logo
6:00 am - 1:50 pmYYZ-SXM
7h 50m1 stop
Delta Logo
3:15 pm - 11:53 pmSXM-YYZ
8h 38m1 stop
$508Delta
Find Deal
Sun, Aug 17 - Sun, Aug 24
Delta Logo
6:15 am - 1:56 pmYYZ-SXM
7h 41m1 stop
Delta Logo
3:21 pm - 11:59 pmSXM-YYZ
8h 38m1 stop
$575Delta
Find Deal
Expert advice

Expert advice for your flight from Toronto to Simpson Bay

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
WestJet

WestJet's Premium cabin offers extra legroom and priority boarding on narrowbody aircraft.


WestJet allows bidding on upgrades for Business or Premium seats before your flight.

Read more about WestJetby Stefanie Waldek
Air Transat

Air Transat's Club Class offers wider seats and more legroom than economy.


Air Transat provides in-flight entertainment on most flights, bring headphones with a 3.5mm plug.

Air Canada

Air Canada offers priority boarding for Premium Economy and elite status passengers.


Air Canada provides Wi-Fi on select flights, check availability five days before departure.

Read more about Air Canadaby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on WestJet and Air Canada

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
John Walton

John Walton

Expert on Air Transat

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more
Useful Info

KAYAK's insights & trends for Toronto to Simpson Bay flights

Get data-powered insights and trends into flights from Toronto to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Toronto to Simpson Bay?

The average price of all round-trip flights from Toronto Pearson Intl Airport to Simpson Bay clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Simpson Bay on a Tuesday and more expensive on a Wednesday. On your return trip to Toronto, you should consider flying back on a Saturday, and avoid Mondays for better deals.

What is the cheapest month to fly from Toronto Pearson Intl Airport to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto Pearson Intl Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Toronto Pearson Intl Airport to Simpson Bay is September, where tickets cost $289 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is $590 and $562 respectively.

Can I save money by flying with a layover from Toronto Pearson Intl Airport to Simpson Bay?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $536 on average.

How far in advance should I book a flight from Toronto Pearson Intl Airport to Simpson Bay?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Toronto Pearson Intl Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Toronto Pearson Intl Airport to Simpson Bay, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$179
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly with an average 23% increase in price.
Flight from Toronto to Simpson Bay

When to book flights from Toronto to Simpson Bay

Are your dates flexible? Find out the best times to travel from Toronto to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Toronto to Simpson Bay flights

  • What is the cheapest flight from Toronto Pearson Intl Airport to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Toronto Pearson Intl Airport to Simpson Bay was $179 for a one-way ticket and $343 for a round-trip.

  • Do I need a passport to fly between Toronto and Simpson Bay?

    A passport is required to fly from Toronto to Simpson Bay.

  • Which airlines offer Wi-Fi service onboard planes from Toronto to Simpson Bay?

    Air Canada, and WestJet offer inflight Wi-Fi service on the Toronto to Simpson Bay flight route.

  • Which aircraft models fly most regularly from Toronto to Simpson Bay?

    The Airbus A321neo is the aircraft model that flies most regularly on the Toronto to Simpson Bay flight route.

  • On which days can I fly direct from Toronto to Simpson Bay?

    You can catch a nonstop flight from Toronto to Simpson Bay on Thursday, and Sunday.

  • Which is the best airline for flights from Toronto to Simpson Bay, Delta or Air Transat?

    The two airlines most popular with KAYAK users for flights from Toronto to Simpson Bay are Delta and Air Transat. With an average price for the route of $609 and an overall rating of 8.0, Delta is the most popular choice. Air Transat is also a great choice for the route, with an average price of $555 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from Toronto to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Toronto to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Toronto to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Toronto is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Toronto to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Toronto with another airline. Booking your flights between Toronto and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Toronto up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Toronto Pearson Intl Airport to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $558 or less round-trip.

Prefer to fly direct from Toronto to Simpson Bay?

Find which airlines fly direct from Toronto Pearson Intl Airport to Simpson Bay Princess Juliana Airport, which days they fly and book direct flights.

Direct departures

Toronto Pearson Intl to Simpson Bay Princess Juliana

Thursday

WestJet

WestJet

Sunday

WestJet

WestJet

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Toronto Pearson Intl

Thursday

WestJet

WestJet

Sunday

WestJet

WestJet

See more direct flights
See more direct flights

Top 5 airlines serving from Toronto to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Toronto to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Toronto to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7946 reviews
8.2Boarding
7.9Comfort
7.9Entertainment
7.3Food
8.5Crew
Airline reviews

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

8.0 ExcellentAshley, May 2025YYZ - LGA
Read more Delta reviews

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Very dissatisfied with the fact that I had upgraded to first class for the second part of my trip only to find out that the lounge was still not available to me, as well as not having any food or drink service on the flight due to weather, so I lost out more than what I paid for.

Delta was great the entertainment was outdated. Screen was very small and didn’t work.

Delta cancelled my flight less than 24 hours before departure and provided no alternative options. Left me to fend for myself basically. Scrambled to book flight on another airline and paid a fortune to do so last minute.. Can’t wait to see how Delta deals with my refund.

Unfortunately I was stuck next to someone who should have purchased 2 seats instead of taking up their space and mine. I couldn’t move the entire 3+ hour flight. Very uncomfortable flight.

Typical flying experience in the US. Nothing particularly good or bad.

Forced to check my bag which fit in carry on, boarded and then sat for over an hour waiting to take off with no explanation.

Overall it was not that bad! The delay on the second leg to Indianapolis , was really unexpected!!

The flight and crew were good. Departure and arrival were timely. Check-in was professional and helpful in Malaga on return trip (same on outbound trip from Toronto). The ad before ach program was punishing - specifically for the internet/data service with the content creator that was showed twice in each ad pod. It was so annoying I made an effort to forget the name and would not use the service. Provide an opportunity to fast forward or skip the darn ads once they have been initially viewed.

Extra attention to kids, thank you, we appreciate! Perfect landing

Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space

Flight delayed any hour and couple of big gate changes

The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!

We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.

We had things stolen from our luggage, we also were refused an upgrade on a flight that was not full.

When we left, it wasn't Great . People were drinking heavily, very disrespectful Extremely loud, the entire trip. I think the crew members, should have get their attention. Coming back was great.

I sat in the club. The seeds were fantastic. The meal was great and Entertainment was good. The crew was fantastic. I recommend it to everybody.

The food was small portions and not fresh. I was seated at the back of the plane so by the time the cart approached me most of the food options were sold out. The cabin crew was fantastic however.

Pitch was very small. Knees were on the seat back in front of me.

Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

The drinks selection could be improved some. I like the fact that I can pick my seat and get upgraded fairly ofter.

Didnt realize i had bought a seat that couldnt recline. Not horrible as it was very short flight.

Flight delayed, missed connection, had to stay overnight. Next flight instead of our business class we were booked on the very back row. Second time this had happened in 2 months.

Staff at the gate were incredibly rude, hostile and threatening. Never fly American Airlines.

Only thing that I liked it that I got to my destination safely, otherwise American Airlines stinks.

The crew were a bit short and not as warm although they did take care of small details that I requested.

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

Lots of overhead storage and a good crew and service.

The small prop plane was crowded and the overhead luggage storage is a smaller than on the jets. Other than that, the crew was good, the flight was on time and the landing was smooth.

There was a medical emergency that the crew handled very well. There was no “entertainment” of any sort-no movie/music/whatever. Food was typical of airlines: mediocre.

On time. Friendly and efficient staff at check in and flight crew.

Terrible decision to take a night flight. Not enough time to sleep and premium seat has no foot rest ao couldn’t get comfortable!

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

Was on a Swoop plane. No wifi and no Westjet connect

This was actually a bus ride to the KW airport. It was smooth and comfortable and on time.

In flight WiFi not working. entertainment system not functioning Food was mediocre poor for business class Service was ok but not excellent Crew were pleasant. Announcements were made at a ridiculous volume.

Food, service and the boarding/offloading aspects were great. Our only issue were the seats we booked in the exit row because it was next to the bathroom so we were interrupted all night by people waiting for and then opening and closing the door to use the facilities. Would have fine for a day flight but not so much for an overnighter.

Somebody either kayak or Air Canada booked my flight under my preferred name Betty instead of my legal name and I almost was denied boarding my flight

I will never fly Air Canada again. 5 hour delay due to plane problem which could have been fixed while plane sat empty. We offered a $15CAD voucher for dinner due to delay, BUT that is NOT Even enough for a hamburger. Air Canada rebooked my 87 year old mother on an onward flight in Munich with NINE HOUR layover without rebooking me on same flight. Air Canada apparently cancelled my onward flight as I was offered a refund for the Lufthansa leg from Munich. Fortunately, Lufthansa Service Center staff was very helpful rebooking us both on same flight which was one hour earlier, so only 8 hour layover. Lufthansa airport Mobility staff as well as plane crew were awesome and extremely helpful with wheelchair support. Spoke with others who were on same flight from YYZ to MUC and there was at least one other person that was not rebooked onwards (from Munich to Hamburg) by Air Canada but was able get support frkm LH Service Center staff. The Air Canada plane crew was very helpful, so the overall issue is Air Canada systems, and gate agents that have caused multiple negative issues on AC836 YYZ to MUC on May 18th. Similar to what others on this flight have said, I will NEVER, EVER, NEVER AGAIN fly Air Canada. And I've likely flown over 1 Million miles with them, with lots of miles in Business Class and have held Elite, and Super Elite status.

Good flight, slightly cramped as the seats are very close together

SIX HOUR FLIGHT DELAY!! $15.00 voucher to apologize. Missed our first tour in Quebec.

Terrible food, unprofessional flight attendants, and an uncomfortable seat. The food they provided was the worst I have ever had since I flew. They were worse than any cheap food you can get at convenience stores. I feel that a racist looking fight attendant was scanning me as she was passing by me. A man sitting in front of me fully extended his chair to the back, so I had virtually no space to eat with reasonable comfort. Many people were so inconsiderate of others and fully extended their chairs to the back that they did not have enough space to eat. Flight attendants ignored these situations and never bothered to tell passengers to return their chairs to upright positions during the mealtime. I want to be comfortable and don't care if others feel uncomfortable because of me. Those were the dominant thoughts of people in that airplane. I paid more than $2000.00 for this terrible experience.

Everything was fine, crew was great. Always appreciate an on-time flight.

Very bad I put my stuff down to go through the machine and when it came out it my watch was gone. Then they have the nerve to say I have to file a report that's b.s.

Everything you need to know for your flight from Toronto to Simpson Bay

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